There are 10 ways to get from Portland to Sleepy Hollow by plane, train (Amtrak), bus (Flixbus, Greyhound), car, shuttle, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Portland International Airport to John F. Kennedy International Airport
best- Fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK)plane PDX - JFK
8h 31m$246–586Fly Portland International Airport to Westchester County Airport
cheapest- Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)plane PDX - HPN
11h 28m$189–809Train via Chicago (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain
2d 18h$1,741–2,706Bus
- Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus
- Take the bus from Pasco Bus Stop to Denver Union Stationbus
- Take the bus from Denver Union Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to New York Midtownbus
3d 1h$570–879Drive 2,893 mi
- Drive from Portland to Sleepy Hollowcar 2,893 mi
46h 26m$528–763Fly Portland International Airport to Newark Liberty International Airport, shuttle
- Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)plane PDX - EWR
- Take a shuttle bus from Newark Airport Terminal B to Grand Central
9h 6m$256–668Fly Portland International Airport to Laguardia Airport
- Fly from Portland International Airport (PDX) to Laguardia Airport (LGA)plane PDX - LGA
10h 14m$204–825Fly Portland International Airport to Philadelphia International Airport, train
- Fly from Portland International Airport (PDX) to Philadelphia International Airport (PHL)plane PDX - PHL
- Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain
10h 55m$258–1,031Train to Seattle-Tacoma International Airport, fly to Newark Liberty International Airport, shuttle
- Take the train from Portland to Tacomatrain
- Fly from Seattle-Tacoma International Airport (SEA) to Newark Liberty International Airport (EWR)plane SEA - EWR
- Take a shuttle bus from Newark Airport Terminal B to Grand Central
12h 6m$305–739Train
- Take the train from Portland to Vancouvertrain
- Take the train from Vancouver to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Croton-Harmontrain
4d 18h$1,018–2,101
Portland to Sleepy Hollow by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Portland to Sleepy Hollow is to fly and shuttle which costs $250 - $700 and takes 9h 6m.
The fastest way to get from Portland to Sleepy Hollow is to fly which takes 8h 31m and costs $240 - $600.
No, there is no direct bus from Portland to Sleepy Hollow. However, there are services departing from Portland Curbside Bus Stop and arriving at Beekman Ave @ N Broadway via Pasco Bus Stop, Denver Union Station, Chicago Bus Station, New York Midtown and White Plains Bus Terminal Lane F. The journey, including transfers, takes approximately 3 days 1h.
No, there is no direct train from Portland to Sleepy Hollow. However, there are services departing from Portland and arriving at Tarrytown via Chicago Union Station and Croton-Harmon. The journey, including transfers, takes approximately 2 days 18h.
The distance between Portland and Sleepy Hollow is 2513 miles. The road distance is 2909.9 miles.
The best way to get from Portland to Sleepy Hollow without a car is to train via Chicago which takes 2 days 18h and costs $1,700 - $2,800.
It takes approximately 8h 31m to get from Portland to Sleepy Hollow, including transfers.
Portland to Sleepy Hollow bus services, operated by Flixbus USA, depart from Portland Curbside Bus Stop station.
Portland to Sleepy Hollow train services, operated by Amtrak, depart from Portland station.
The best way to get from Portland to Sleepy Hollow is to fly which takes 8h 31m and costs $240 - $600. Alternatively, you can train via Chicago, which costs $1,700 - $2,800 and takes 2 days 18h, you could also bus, which costs $550 - $900 and takes 3 days 1h.
What companies run services between Portland, OR, USA and Sleepy Hollow, NY, USA?
Alaska Airlines, Inc., Delta, and American Airlines fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK) every 4 hours. Alternatively, you can take a train from Portland to Tarrytown via Chicago Union Station and Croton-Harmon in around 2d 18h.
- Website
- delta.com
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to John F. Kennedy International Airport via Minneapolis
- Ave. Duration
- 7h 36m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 7h 44m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 7h 46m
- When
- Every day
- Estimated price
- $110–470
Flights from Portland International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 8h 33m
- When
- Every day
- Estimated price
- $110–470
Flights from Portland International Airport to Laguardia Airport via Minneapolis
- Ave. Duration
- 7h 19m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Laguardia Airport via Detroit
- Ave. Duration
- 8h 50m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Westchester County Airport via Minneapolis
- Ave. Duration
- 7h 42m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $180–800
Flights from Portland International Airport to Westchester County Airport via Atlanta
- Ave. Duration
- 7h 59m
- When
- Every day
- Estimated price
- $220–900
Flights from Portland International Airport to Philadelphia International Airport via Minneapolis
- Ave. Duration
- 8h 9m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Philadelphia International Airport via Detroit
- Ave. Duration
- 8h 25m
- When
- Every day
- Estimated price
- $160–700
Flights from Seattle-Tacoma International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 8h 27m
- When
- Every day
- Estimated price
- $110–470
Flights from Seattle-Tacoma International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 9h 44m
- When
- Every day
- Estimated price
- $110–470
- Website
- alaskaair.com
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $220–550
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $200–600
Flights from Portland International Airport to Laguardia Airport via Reagan Washington
- Ave. Duration
- 7h 39m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $270–1,100
Flights from Portland International Airport to Laguardia Airport via Chicago O'Hare
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Portland International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 7h 34m
- When
- Every day
- Estimated price
- $260–1,000
Flights from Portland International Airport to Westchester County Airport via Chicago O'Hare
- Ave. Duration
- 11h 59m
- When
- Every day
- Estimated price
- $260–1,000
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 14m
- When
- Friday to Sunday
- Estimated price
- $230–900
Flights from Seattle-Tacoma International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $170–550
- Website
- united.com
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 4m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–470
Flights from Portland International Airport to Newark Liberty International Airport via Chicago O'Hare
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $110–480
Flights from Portland International Airport to Newark Liberty International Airport via Washington Dulles
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $120–490
Flights from Portland International Airport to Laguardia Airport via Chicago O'Hare
- Ave. Duration
- 7h 28m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 7h 15m
- When
- Every day
- Estimated price
- $200–850
Flights from Portland International Airport to Philadelphia International Airport via Washington Dulles
- Ave. Duration
- 7h 21m
- When
- Every day
- Estimated price
- $170–700
Flights from Seattle-Tacoma International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $110–470
- Website
- aa.com
Flights from Portland International Airport to John F. Kennedy International Airport via Chicago O'Hare
- Ave. Duration
- 8h
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to Newark Liberty International Airport via Chicago O'Hare
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $110–480
Flights from Portland International Airport to Laguardia Airport via Chicago O'Hare
- Ave. Duration
- 7h 9m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Westchester County Airport via Charlotte
- Ave. Duration
- 8h 14m
- When
- Saturday
- Estimated price
- $210–850
Flights from Portland International Airport to Westchester County Airport via Chicago O'Hare
- Ave. Duration
- 9h 20m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $160–700
Flights from Seattle-Tacoma International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $170–550
- Website
- southwest.com
Flights from Portland International Airport to Laguardia Airport via Chicago Midway
- Ave. Duration
- 7h 55m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Philadelphia International Airport via Chicago Midway
- Ave. Duration
- 8h 18m
- When
- Every day
- Estimated price
- $160–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Portland to Chicago Union Station
- Ave. Duration
- 46h
- Frequency
- Once daily
- Estimated price
- $1,200–1,900
- Website
- Amtrak
Train from Chicago Union Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 19h 23m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 24m
- Frequency
- Every 30 minutes
- Estimated price
- $50–80
- Website
- Amtrak
Train from Portland to Tacoma
- Ave. Duration
- 2h 33m
- Frequency
- Every 4 hours
- Estimated price
- $75–120
- Website
- Amtrak
Train from Portland to Vancouver
- Ave. Duration
- 7h 50m
- Frequency
- Once daily
- Estimated price
- $180–280
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 17m
- Frequency
- Hourly
- Estimated price
- $20–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $20–460
- First Class
- $130–600
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Vancouver to Toronto Union Station
- Ave. Duration
- 3d 20h
- Frequency
- Twice a week
- Estimated price
- $700–1,500
- Website
- VIA Rail
- Escape
- $700–1,500
- Business
- $800–1,300
- Business Plus
- $800–1,300
- Economy
- $800–1,500
- Economy Plus
- $900–1,500
Train from Toronto Union Station to Croton-Harmon
- Ave. Duration
- 11h 55m
- Frequency
- Once daily
- Estimated price
- $130–310
- Website
- VIA Rail
- Escape
- $130–300
- Business
- $170–300
- Business Plus
- $180–310
- Economy
- $150–310
- Economy Plus
- $170–310
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Portland Curbside Bus Stop to Pasco Bus Stop
- Ave. Duration
- 4h
- Frequency
- Once daily
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $150–240
- Schedules at
- Flixbus USA
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Pasco Bus Stop to Denver Union Station
- Ave. Duration
- 22h 40m
- Frequency
- Once daily
- Estimated price
- $200–310
- Website
- Greyhound
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $180–270
- Website
- Greyhound
- Phone
- +1 212-812-9000
- Website
- Go Airlink NYC
Shuttle from Newark Airport Terminal B to Grand Central
- Ave. Duration
- 56 min
- Frequency
- On demand
- Estimated price
- $44–50
- Website
- Go Airlink NYC
Shuttle from Newark Airport Terminal B to Grand Central
- Ave. Duration
- 56 min
- Frequency
- On demand
- Estimated price
- $44–50
- Website
- Go Airlink NYC
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Booking & Getting There
Portland to Sleepy Hollow bus services, operated by Flixbus USA, arrive at Pasco Bus Stop station.
Sleepy Hollow is 3h ahead of Portland. It is currently 7:03 AM in Portland and 10:03 AM in Sleepy Hollow.
Portland to Sleepy Hollow train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Portland to Sleepy Hollow is 2910 miles. It takes approximately 46h 26m to drive from Portland to Sleepy Hollow.
There are 202+ hotels available in Sleepy Hollow.












